Islamorada, a "Village of Islands," is an incorporated village in Monroe County, Florida, United States. It is located on the islands of Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key and Plantation Key in the Florida Keys.

The village was incorporated on November 4, 1997. Prior to this date, Islamorada was only considered to be on the island of Upper Matecumbe Key.

As of the 2010 census, the village had a total population of 6,119. As of 2009, the population recorded by the U.S. Census Bureau is 6,435.

The name Islamorada, meaning "purple island", came from early Spanish explorers in the area. Its pronunciation has been Anglicized to aisle-a-more-AH-dah.

Islamorada was hit almost directly by the Labor Day Hurricane of 1935, causing 423 deaths. A memorial, including the ashes of over 300 victims, exists today at Overseas Highway mile marker 82.

Hall of Fame baseball player Ted Williams began visiting Islamorada in 1943 and for the next 45 years was the island's most well known resident. After his retirement from baseball he became the national spokesman for Sears sporting goods and became renowned for his abilities as a fisherman. Over the decades, he hosted numerous celebrities at his Islamorada house and took them on local fishing trips. Williams’ residency in Islamorada ended in 1988 when he moved to Hernando, Florida. Williams cited the island’s increased development as his reason for leaving. He reportedly said that he knew it was time to leave when he could no longer make a left turn on to U.S. Route 1 because of the traffic.